Some general tips:
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Read the Release Notes for every release and pay particular attention to the Notes section. We usually call out breaking changes and deprecated features in the Notes section.
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If you’re several versions behind, consider updating to the latest minor releases between 0.18 and 0.25. So, build with 0.19, then 0.20.7, and so on. We will sometimes log warnings for a couple minor releases on deprecated features before we remove those features (and the warnings). You may find clues along the way that will help you upgrade your site.